Chicago Hotels with Rooftop Pools

Experience our newly renovated hotel in downtown Chicago that offers on-site parking ($25 fee per day) and an indoor pool. Walk to Michigan Avenue, the free Navy Pier trolley or Millennium Park. Chicagos museum campus is just a short ride away, home to the Shedd Aquarium, Field Museum and Adler Planetarium. We make visiting Chicago easy. Discount tickets to Shedd Aquarium and the Field Museum are available at the hotel front desk. Our convenient downtown Chicago location gives you easy access to I94 and all public transportation is within walking distance. And what visit to Chicago is complete without a ball game? Whether its baseball, basketball or football, this Chicago Best Western is within five miles of Wrigley Field, Soldier Field, The United Center and US Cellular Field. Business travelers appreciate that this Chicago hotel is conveniently located near educational, medial and machinery businesses, the Chicago Financial District, and the Chicago Loop Business District. Chicago OHare International Airport is just 12 miles away from this Chicago hotel. The Best Western River North Hotel is known for its great service, friendly staff, cleanliness and amenities that make guests feel at home. Our nicely appointed, contemporary rooms and suites offer cable TV with HBO®, high-speed wireless internet, room service, a single serve coffee maker and much more. After a busy day in the bustling city, guests at this Chicago hotel can enjoy a deep-dish pizza at our on-site restaurant, take a dip in our indoor pool, or relax on the sun deck and take in the marvelous city views. 2017 TripAdvisor® Certificate of Excellence recipient.

Discover an architectural gem reimagined for the future where the historic elegance of the Gold Coast blends seamlessly with the vibrant energy of this dynamic midwestern city. Constructed from a 120 year old landmark building Viceroy Chicago has a modernist glass tower of guest rooms and suites that celebrates Art Deco design. Beyond a rooftop pool and gym enjoy all day dining at the first floor restaurant Somerset which serves Mediterranean fare while Pandan features modern cocktails and Southeast Asian flavors on the 18th floor. Just moments from the shores of Lake Michigan and the legendary shopping of the Magnificent Mile step out and explore the best of Chicago.

With a stay at DoubleTree by Hilton Chicago - Magnificent Mile in Chicago (Downtown Chicago), you'll be a 5-minute walk from Michigan Avenue and 14 minutes by foot from Millennium Park. This 4-star hotel is 0.6 mi (1 km) from Chicago Riverwalk and 1.1 mi (1.7 km) from Navy Pier. Be sure to enjoy recreational amenities including an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless Internet access, concierge services, and a television in a common area. Grab a bite to eat at HotHouse, a restaurant which features a bar/lounge, or stay in and take advantage of the room service. Quench your thirst with your favorite drink at the poolside bar. Full breakfasts are available daily from 7:00 AM to 10:00 AM for a fee. Featured amenities include complimentary wired Internet access, a business center, and express check-out. Planning an event in Chicago? This hotel has facilities measuring 16000 square feet (1486 square meters), including a conference center. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 404 guestrooms featuring MP3 docking stations and LED televisions. Cable programming provides entertainment, and wired and wireless Internet access is available for a surcharge. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and desks, as well as phones with free local calls.

Located in Chicago (Downtown Chicago), Level Chicago – Old Town is within a 15-minute walk of Lake Michigan and Michigan Avenue. This family-friendly aparthotel is 1.5 mi (2.5 km) from Chicago Riverwalk and 1.9 mi (3.1 km) from Millennium Park. Take advantage of recreational opportunities offered, including a 24-hour health club, a sauna, and a seasonal outdoor pool. Additional amenities at this aparthotel include complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy a meal at Dialtone or snacks in the aparthotel's coffee shop/cafe. Featured amenities include a 24-hour business center, dry cleaning/laundry services, and a 24-hour front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 35 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and flat-screen televisions are provided for your entertainment. Conveniences include safes and desks, as well as phones with free local calls.

With a stay at Radisson Blu Aqua Hotel Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Michigan Avenue and 5 minutes by foot from Millennium Park. This luxury hotel is 0.3 mi (0.6 km) from Chicago Riverwalk and 0.5 mi (0.8 km) from Grant Park. Take advantage of recreational opportunities offered, including a 24-hour health club, an indoor pool, and a seasonal outdoor pool. Additional amenities at this hotel include wedding services, a fireplace in the lobby, and tour/ticket assistance. Grab a bite to eat at FireLake, a restaurant which features a bar/lounge, or stay in and take advantage of the room service (during limited hours). Full breakfasts are served on weekdays from 7:00 AM to 10:00 AM and on weekends from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, limo/town car service, and express check-out. Planning an event in Chicago? This hotel has 27997 square feet (2601 square meters) of space consisting of conference space and 13 meeting rooms. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 334 air-conditioned rooms featuring minibars and LCD televisions. Satellite television is provided for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.

With a stay at Level Chicago - River North, you'll be centrally located in Chicago, within a 5-minute drive of Michigan Avenue and Chicago Riverwalk. This hotel is 1.3 mi (2.1 km) from Millennium Park and 1.8 mi (2.9 km) from Grant Park. Don't miss out on the many recreational opportunities, including a fitness center, a seasonal outdoor pool, and bicycles to rent. This hotel also features complimentary wireless internet access, concierge services, and barbecue grills. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 99 individually furnished guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your pillowtop bed comes with premium bedding. 50-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include safes and desks, as well as phones with free local calls.

Holiday Inn & Suites Chicago-Downtown offers modern comfort with a boutique feel, thoughtful amenities, and a prime downtown location, providing the perfect gateway to the best of Chicago. Located just across from the iconic Old Post Office, our hotel offers seamless access to famous local attractions like the Willis Tower Skydeck, the United Center, Wrigley Field, and McCormick Place. Plus, enjoy proximity to major businesses and world-class dining. With 1,047 sq ft of flexible meeting space, we are the perfect spot for small meetings and corporate events. Enjoy breakfast at our on-site restaurant, stay active at our Fitness Center, and relax at our seasonal rooftop pool. From free Wi-Fi and on-site parking to a 24-hour Market for drinks, snacks, and essentials, we provide everything you need for an unforgettable stay in Chicago.

Daily Resort Charge includes: Internet access: golf practice facility & sport courts access: club rental after 2pm: 20% off golf simulator & cabanas: 10% off golf merchandise, spa massages, and food & beverage at Tin Cup (excl. alcohol): local/toll-free calls. Conveniently located just west of downtown Chicago, Hilton Chicago/Oak Brook Hills Resort is set in a peaceful, 150 acre estate that boasts the Audubon certified 18-hole championship Willow Crest Golf Course. This tranquil resort in the upscale suburb of Oak Brook, Illinois, offers a variety of fantastic leisure amenities, including a 24-hr fitness center, indoor and outdoor swimming pools, tennis courts, basketball and volleyball facilities, a games room and billiard tables. Relax in an inviting guest room or suite at this pet-friendly, Oak Brook, IL, hotel, offering scenic views of the resort’s beautiful natural surroundings. Feel at home with modern amenities including complimentary WiFi, an HDTV, and a large desk. Upgrade to the elegant Presidential Suite for more space and amenities, including a balcony. Choose this resort hotel for your Oak Brook meeting, conference, or wedding. Enjoy over 42,000 sq.ft. event space, including a 13,000 sq.ft. ballroom, a 145 seat tiered amphitheater, a tented outdoor pavilion, 39 modern meeting rooms, and a 24-hour business center. Dine in the warm and welcoming Windows Restaurant, which offers an inspired ‘farm to table’ menu, showcasing local, seasonal ingredients. Recharge with a Starbucks coffee and a sweet treat in the Lobby Café, or relax with a beer or a classic cocktail in the stylish Lobby Lounge. Savor light salads, juicy burgers, and tasty sandwiches in the comfortable, pub-style setting of The Grille, where you can soak up the sunshine on the patio as you enjoy splendid golf course views.

Located in Chicago (Downtown Chicago), Kasa River North Chicago is within a 15-minute walk of Michigan Avenue and State Street. This aparthotel is 1.1 mi (1.8 km) from Chicago Riverwalk and 1.5 mi (2.4 km) from Millennium Park. Enjoy recreational amenities such as a fitness center and a seasonal outdoor pool. Additional features at this aparthotel include concierge services and a communal living room. Featured amenities include a 24-hour business center, express check-out, and an elevator. Make yourself at home in one of the 11 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your room comes with a memory foam bed. 55-inch flat-screen televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and microwaves.

With a stay at Level Chicago Fulton Market, you'll be centrally located in Chicago, within a 5-minute drive of Chicago Riverwalk and Michigan Avenue. This hotel is 1.6 mi (2.5 km) from Millennium Park and 1.9 mi (3.1 km) from United Center. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and concierge services. This hotel also features a picnic area, gas grills, and a banquet hall. Featured amenities include a business center, a 24-hour front desk, and luggage storage. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 57 individually decorated guestrooms, featuring kitchens with refrigerators and ovens. Your pillowtop bed comes with Egyptian cotton sheets. Rooms have private balconies or patios. Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have deep soaking bathtubs and rainfall showerheads.